Journal of Organic Chemistry p. 162 - 166 (1983)
Update date:2022-08-04
Topics: Secondary Amines Formation Experimental terms Interaction Alternative 3,4-Dinitro-1-methylpyrrole Pyrrolines Cine substitution products
Devincenzis, Giuseppe
Mencarelli, Paolo
Stegel, Franco
The course of the reaction of 1-methyl-3,4-dinitropyrrole with piperidine or morpholine in acetonitrile depends upon the reaction conditions.At refluxing temperature the main products are the cine substitution products, whereas at room temperature 2-pyrrolines are formed.Base-promoted decomposition of the latter yields products of formal direct denitration, whereas in the presence of Me3NH(1+) ion cine substitution products are obtained.
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